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| 4/19/2019 | Lee County Speedway - Donnellson, IA Weekly Racing 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Pro Legends, Sport Compact | Results | | Brayden Gaylord (305 Sprints - Winged) | 2nd | - | - | 4th |
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| 4/20/2019 | 34 Raceway - West Burlington, IA 11th Annual Slocum 50 Dirt Super Late Models: Lucas Oil MLRA 305 Sprints - Winged, Stock Cars | Results | | Brayden Gaylord (305 Sprints - Winged) | 4th | - | - | 4th |
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| 5/4/2019 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS Sooner Region with ASCS Warrior Region Midgets: POWRi National Midgets with POWRi West Midgets Non-Winged Sprints: POWRi WAR Sprints | Results | | Brayden Gaylord (360 Sprints - Winged) | 6th | - | 4th | - |
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| 5/11/2019 | 34 Raceway - West Burlington, IA Casebine Community Credit Union Night 305 Sprints - Winged, A Modifieds, Dirt Late Models, Limited Sport Mod, Sport Compact | Results | | Brayden Gaylord (305 Sprints - Winged) | 5th | - | - | 7th |
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| 6/1/2019 | Macon Speedway - Macon, IL FIVE BUCK NIGHT / Featuring $5 Grandstand Admission / Kid Bike Giveaway/CEFCU Kid;s Club Economy Midgets, DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Brayden Gaylord (Economy Midgets) | 3rd | - | - | 16th (DNF) |
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| 6/7/2019 | Lee County Speedway - Donnellson, IA 410 Sprints - Winged: MOWA-Midwest Open Wheel Association A Modifieds, B Modifieds, Sport Compact | Results | | Brayden Gaylord (410 Sprints - Winged) | 7th | - | - | 13th |
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| 6/8/2019 | 34 Raceway - West Burlington, IA NCI Building Systems Night - USG Employee Night 305 Sprints - Winged, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | Brayden Gaylord (305 Sprints - Winged) | 7th | - | - | 7th |
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| 6/13/2019 | Eldon Raceway - Eldon, IA 360 Sprints - Winged: Sprint Invaders | Results | | Brayden Gaylord (360 Sprints - Winged) | 6th | - | - | 14th |
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| 6/29/2019 | 34 Raceway - West Burlington, IA George's Lawnmower Night - Sprint Invaders 360 Sprints - Winged: Sprint Invaders 305 Sprints - Winged, A Modifieds, Dirt Late Models, 2WD Trucks, Limited Sport Mod | Results | | Brayden Gaylord (360 Sprints - Winged) | 1st | 5th | - | 3rd |
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| 7/4/2019 | 34 Raceway - West Burlington, IA The Patriot Dirt Duel 305 Sprints - Winged, Dirt Late Models | Results | | Brayden Gaylord (305 Sprints - Winged) | 4th | - | 2nd | 8th |
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| 7/6/2019 | 34 Raceway - West Burlington, IA Sonny's Market Night 305 Sprints - Winged, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | Brayden Gaylord (305 Sprints - Winged) | 1st | - | - | 5th |
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| 7/11/2019 | Lee County Speedway - Donnellson, IA Fair Race 360 Sprints - Winged: Sprint Invaders Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Brayden Gaylord (360 Sprints - Winged) | 8th | - | 6th | - |
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| 7/13/2019 | 34 Raceway - West Burlington, IA Window World Night 305 Sprints - Winged, A Modifieds, Dirt Late Models, 2WD Trucks, Limited Sport Mod | Results | | Brayden Gaylord (305 Sprints - Winged) | 8th | - | - | 13th |
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| 7/24/2019 | Dubuque Fairgrounds Speedway - Dubuque, IA Open Wheel Wednesday Fair Race 360 Sprints - Winged: Sprint Invaders A Modifieds, B Modifieds, Pro Legends | Results | | Brayden Gaylord (360 Sprints - Winged) | 4th | - | - | 7th |
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| 7/27/2019 | Lake Ozark Speedway - Eldon, MO Weekly Show #13 POWRI Racesaver Sprints $800 to WIN!! 360 Sprints - Winged, 305 Sprints - Winged, Street Stocks, Lightning Sprints, Pure Stock, USRA B-Mods | Results | | Brayden Gaylord (360 Sprints - Winged) | 7th (DNF) | - | - | 21st |
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| 8/3/2019 | 34 Raceway - West Burlington, IA The New Mix 107.3 Night & High 5 for Kids Night - American Ordnance Employee Night 305 Sprints - Winged, A Modifieds, Dirt Late Models, Limited Sport Mod, Sport Compact | Results | | Brayden Gaylord (305 Sprints - Winged) | 2nd | - | - | 2nd |
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| 8/16/2019 | Lee County Speedway - Donnellson, IA 360 Sprints - Winged: Sprint Invaders A Modifieds, B Modifieds, Sport Compact | Results | | Brayden Gaylord (360 Sprints - Winged) | 3rd | - | - | 10th |
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| 8/17/2019 | 34 Raceway - West Burlington, IA Randall's Performance Presents Sprint Invaders 360 Sprints - Winged: Sprint Invaders A Modifieds, Dirt Late Models, 2WD Trucks, Limited Sport Mod | Results | | Brayden Gaylord (360 Sprints - Winged) | 2nd | 6th | - | 5th |
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| 8/23/2019 | Lee County Speedway - Donnellson, IA 305 Sprints - Winged, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | Brayden Gaylord (305 Sprints - Winged) | 2nd | - | - | 3rd |
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| 8/24/2019 | 34 Raceway - West Burlington, IA Pepsi Zero Season Championship - $5 Grandstand Admission 305 Sprints - Winged, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | Brayden Gaylord (305 Sprints - Winged) | 6th | - | - | 3rd |
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| 8/30/2019 | 34 Raceway - West Burlington, IA 360 Sprints - Winged: ASCS National with Sprint Invaders, ASCS Warrior Region 2WD Trucks | Results | | Brayden Gaylord (360 Sprints - Winged) | 5th | - | 1st | 23rd (DNF) |
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| 8/31/2019 | 34 Raceway - West Burlington, IA Lucas Oil POWR-i WAR Sprints Non-Winged Sprints: POWRi WAR Sprints 305 Sprints - Winged, Dirt Late Models, 360 Sprints - Non-Winged | Rain Out |
| 9/14/2019 | Lee County Speedway - Donnellson, IA Non-Winged Sprints: Iowa Sprint Car League 305 Sprints - Winged, Economy Midgets, A Modifieds, B Modifieds | Results | | Brayden Gaylord (305 Sprints - Winged) | 3rd | - | - | 20th |
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